Oxford Vacation Packages 2025/2026 from $534

Oxford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Historic Inns of Annapolis

Historic District

Save 100% on your flight

per person

Sep 19 - Sep 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Baltimore (BWI)

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Sea Breeze Inn

Downtown Ocean City

Save 100% on your flight

per person

Sep 23 - Sep 28

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A seasonal outdoor pool is also provided.

Beach Walk

Downtown Ocean City

Save 100% on your flight

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

This hotel features free self parking and express check-in. Express check-out is also provided.

Ocean Terrace Family Apartments

Downtown Ocean City

Save 100% on your flight

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.

Bay Club Resort by Coolvacay

Midtown Ocean City

Save 100% on your flight

per person

Sep 23 - Sep 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

An indoor pool is featured at this condo resort, along with laundry facilities. Take advantage of the free self parking.

Top Oxford hotels deals

Sandaway Suites & Beach

103 West Strand Road, Oxford, MD

Free Cancellation

Reserve now, pay when you stay

$329 nightly

$362 total

Aug 18 - Aug 19

Total includes taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy a day at the beach kayaking, or relax with sun loungers. A terrace, a garden, and a picnic area are also on offer.

On private beach

Parking included

Hyatt Regency Chesapeake Bay

100 Heron Blvd, Cambridge, MD

Free Cancellation

Reserve now, pay when you stay

$249 nightly

$283 total

Aug 25 - Aug 26

Total includes taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.

On private beach

Pool

St Michaels Inn

1228 S Talbot Street, St. Michaels, MD

Free Cancellation

$100 nightly

$111 total

Sep 1 - Sep 2

Total includes taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the seasonal outdoor pool and conveniences like a terrace and laundry facilities.

Pool

Breakfast included

Inn at Perry Cabin

308 Watkins Ln, St. Michaels, MD

$628 nightly

$691 total

Aug 17 - Aug 18

Total includes taxes and fees

This luxury hotel features a golf course, a full-service spa, and a marina. Families will appreciate complimentary bicycles, kid-friendly dining, and in-room childcare. Enjoy the 3 outdoor tennis courts and perks like free valet parking and free WiFi.

Pool

Hot Tub

Hilton Garden Inn Kent Island Marina

3206 Main St, Grasonville, MD

$158 nightly

$175 total

Aug 24 - Aug 25

Total includes taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Pet friendly

The Wildset

209 N Talbot St, St. Michaels, MD

Free Cancellation

Reserve now, pay when you stay

$235 nightly

$259 total

Aug 18 - Aug 19

Total includes taxes and fees

A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A coffee shop, a snack bar/deli, and concierge services are also on offer.

Breakfast included

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Oxford Museum

You can spend an afternoon browsing the exhibits at Oxford Museum during your trip to Oxford. Stroll along the riverfront or discover the sunsets in this family-friendly area.

Play Ball Dog Park

Play Ball Dog Park is just one of the places to see in Oxford, so why not enjoy the other things to explore during your travels? Wander the riverfront and beaches in the area.

Frequently asked questions

How much are vacation packages to Oxford?

Travelocity offers flight and hotel vacation packages from just $534. With such great bargains, you'll be exploring all of Oxford before too long.

How long should my Oxford vacation be?

Typically, 2 nights is what most travelers book for their Oxford vacation. That's an useful guide, but there's plenty more to explore if you allow yourself a couple of extra days.

Where can I get the best vacation package deals for Oxford?

No matter your travel style, Travelocity can help you score a great Oxford package deal. The only thing you need to do is pick and choose between our 400 air carriers and 1,000,000 properties worldwide.

Why should I book my Oxford vacation bundle with Travelocity?

Because you'll never roam on your own if you book your trip through us, and we offer round-the-clock support and superb service to boot. Add to that our Price Match Guarantee and a massive range of experiences and destinations to select from. It's our job to help you have the vacation of a lifetime.

Can I save money on my Oxford car rental if I combine it with my hotel or flight?

With an Oxford vacation package, you can combine your flight, hotel and car bookings and save a ton. When you're ready to see the best of this fabulous part of the world, why not check out White House? This top sight is 50 mi from Oxford. With your own rental car, you'll be there before you know it.

What is the best time of year to go to Oxford?

You'll land the best hotel prices in and pay the most during . It's generally quieter in January, October and December, while you'll find many more fellow tourists to hang out with in March, April and August. It all comes down to what prices you're willing to pay, the weather and how well you handle crowds.

Which airport is best for Oxford?

Ronald Reagan Washington National Airport (DCA) is popular. You'll find it approximately 50 mi west of Oxford. Your other options are Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (45 mi away from central Oxford) and Salisbury - Ocean City Wicomico Regional Airport (SBY) (45 mi away from central Oxford).

What is there to do in Oxford?

Enjoy some excellent photo-ops at Oxford Museum, one of the most famous attractions in Oxford. There's plenty more to uncover around this exciting city, so make sure you have enough time to visit some of its lesser-known sights.

Where should I stay when visiting Oxford?

Many visitors check in to the Robert Morris Inn. It's an excellent base for your Oxford escape.